Cas no 6828-35-9 (5-Chloro-2-iodoaniline)

5-Chloro-2-iodoaniline is a halogenated aniline derivative widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct molecular structure, featuring both chloro and iodo substituents on the aromatic ring, enables selective functionalization, making it valuable for constructing complex heterocycles and active pharmaceutical ingredients (APIs). The compound exhibits high reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, due to the presence of the iodine moiety. Its stability under standard conditions and well-defined purity make it suitable for precise synthetic applications. Researchers favor 5-Chloro-2-iodoaniline for its reliability in producing tailored molecular architectures with controlled regiochemistry.
5-Chloro-2-iodoaniline structure
5-Chloro-2-iodoaniline structure
Product Name:5-Chloro-2-iodoaniline
CAS No:6828-35-9
MF:C6H5ClIN
MW:253.468072652817
MDL:MFCD06738960
CID:85762
PubChem ID:87560406
Update Time:2025-10-20

5-Chloro-2-iodoaniline Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-2-iodoaniline
    • 5-Chloro-2-iodoaniline hydrochloride
    • benzenamine, 5-chloro-2-iodo-
    • 5-chloro-2-iodophenylamine
    • 5-Chloro-2-iodo-phenylamine
    • 2-Amino-4-chloro-iodobenzene
    • 5-CHLORO-2-IODO-BENZENAMINE
    • PubChem5286
    • 2-Iodo-5-chloroaniline
    • 5-Chloro-2-iodoanilline
    • 5-chloro-2-iodo-aniline
    • 5-chloro-2-iodobenzenamine
    • KSC493O9D
    • FEOMAFDDLHSVMO-UHFFFAOYSA-N
    • 2-AMINO
    • A19797
    • DTXSID30348664
    • SY049514
    • InChI=1/C6H5ClIN/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H
    • 5-Chloro-2-iodoaniline, 97%
    • 4P-037
    • CS-W007498
    • AKOS015855617
    • AC-3728
    • AM62076
    • EN300-88610
    • 6828-35-9
    • SCHEMBL669972
    • AB28269
    • FT-0658874
    • C2239
    • MFCD06738960
    • MDL: MFCD06738960
    • Inchi: 1S/C6H5ClIN/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2
    • InChI Key: FEOMAFDDLHSVMO-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=CC=1N)Cl

Computed Properties

  • Exact Mass: 252.91600
  • Monoisotopic Mass: 252.91552g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 99.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.5
  • Topological Polar Surface Area: 26

Experimental Properties

  • Melting Point: 40.0 to 43.0 deg-C
  • Boiling Point: 295.8°C at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • PSA: 26.02000
  • LogP: 3.10800
  • Sensitiveness: Light Sensitive

5-Chloro-2-iodoaniline Security Information

  • Symbol: GHS05 GHS06
  • Prompt:warning
  • Signal Word:Danger
  • Hazard Statement: H301,H315,H318,H335
  • Warning Statement: P261,P280,P301+P310,P305+P351+P338
  • Hazardous Material transportation number:UN2811
  • WGK Germany:3
  • Hazard Category Code: 25-37/38-41-52/53
  • Safety Instruction: S26-S36/37/39-S45-S61
  • Hazardous Material Identification: T
  • Packing Group:III
  • Hazard Level:6.1
  • Risk Phrases:R25; R37/38; R41; R52/53
  • Packing Group:III
  • Safety Term:6.1
  • HazardClass:6.1
  • PackingGroup:III
  • Storage Condition:Store at room temperature

5-Chloro-2-iodoaniline Customs Data

  • HS CODE:2921420090
  • Customs Data:

    China Customs Code:

    2921420090

    Overview:

    2921420090 Other aniline derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2921420090 aniline derivatives and their salts VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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5-Chloro-2-iodoaniline Production Method

Additional information on 5-Chloro-2-iodoaniline

Research Brief on 5-Chloro-2-iodoaniline (CAS: 6828-35-9): Recent Advances and Applications in Chemical Biology and Pharmaceutical Research

5-Chloro-2-iodoaniline (CAS: 6828-35-9) is a halogenated aniline derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a crucial intermediate in the synthesis of various bioactive molecules, including pharmaceuticals, agrochemicals, and materials science applications. Recent studies have explored its utility in cross-coupling reactions, particularly in palladium-catalyzed transformations, which are pivotal for constructing complex molecular architectures.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the efficacy of 5-Chloro-2-iodoaniline as a building block for the synthesis of novel kinase inhibitors. The compound's unique halogen substitution pattern allows for selective functionalization, enabling the development of targeted therapies for cancer and inflammatory diseases. The study highlighted its role in Suzuki-Miyaura cross-coupling reactions, which yielded high-affinity inhibitors of EGFR and VEGFR2 kinases, showcasing its potential in drug discovery pipelines.

Another significant advancement was reported in Organic Letters, where 5-Chloro-2-iodoaniline was employed in a copper-catalyzed amination reaction to produce arylamines with high regioselectivity. This methodology opens new avenues for the efficient synthesis of nitrogen-containing heterocycles, which are prevalent in many FDA-approved drugs. The researchers emphasized the compound's stability and reactivity under mild conditions, making it an attractive candidate for scalable pharmaceutical manufacturing.

From a toxicological perspective, recent investigations have focused on the environmental and metabolic fate of 5-Chloro-2-iodoaniline. A 2024 study in Chemical Research in Toxicology elucidated its degradation pathways in aqueous systems, revealing that advanced oxidation processes can effectively mineralize the compound without generating persistent toxic byproducts. These findings are critical for assessing the environmental impact of its industrial use and for developing greener synthetic protocols.

Looking ahead, the unique properties of 5-Chloro-2-iodoaniline position it as a key player in the development of next-generation pharmaceuticals and functional materials. Ongoing research is exploring its applications in photopharmacology, where its halogen atoms can be leveraged for light-controlled drug activation. As synthetic methodologies continue to evolve, this compound is expected to remain at the forefront of innovation in chemical biology and medicinal chemistry.

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